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I'm a very HONEST person, funny, loyal, hard working clean, driven, kind and generou.
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If you're not all that attractive, then you will not be getting doctors and surgeons hitting you up for a relationship.
I think if you build your reputation on wealth and your earning power and try to attract women on that basis, then of course you are going to be worried about attracting gold diggers. From a marketing point of view, they are what you are fishing for! The only way is to not accept anything from the guy. Pay your share. Keep the outings down to ones you can afford. He won't have any pull on you then other than personal and natural attraction. Would that leave enough for you though?
About three years back when I was 29, before I was in radio, I worked as a maintenance worker at a rock quarry. A dirty job, but it paid really good. I also had a band that I played in on weekends. One New Year's Eve we played a big New Year's bash. I noticed this really hot brunette and all the guys in my band told me that she'd been looking at me all night. After our band finished the next band took the stage. I walked off stage, went to the restroom and was walking towards my table and she came up asked to dance we talked and got to know each other and she was acting as if she was really into me. She even took me over to meet her mother and had her friends take several pictures of us together. SHe gave me her number and the whole nine yards. As the party ended I mentioned that I better go see if I could get a ride home with a friend or one of my bandmates because I'd rose with them and left my truck at home. She said she wouldn't hear of it and said I could ride with her and her friends.